Leisure Suit Larry 7: Love for Sail!

Leisure Suit Larry 7: Love for Sail! is a computer game, part of the Leisure Suit Larry Love for Sail! Leisure Suit Larry, whose "actual" name is Larry Laffer, is a balding, dorky, double entendre speaking, leisure suit-wearing
(but still somewhat lovable) loser in his 40s who spends much of his
life trying (usually unsuccessfully) to seduce attractive women. It featured more fleshed-out, cartoon style graphics and full
voice acting, was the sixth installment in the LSL series.

I've seen this in previous versions of Wine where "Run" can not be selected after install in "autoplay.exe". It looks like it came back somewhere around 1.1.2* and will likely disappear & reappear again, so I'll leave the note here.

Try running sierw5.exe from the CD

If that failed (or crashed), try running sierw5.exe from the hard drive.
It should be installed at
"~/.wine/drive_c/SIERRA/LSL7/SIERW5.exe"